Stereoselective tetrahydropyrido[2,1-a]isoindolone synthesis via carbanionic and radical intermediates: a model study for the Tacaman alkaloid D/E ring fusion

Autor: Roger Hunter, Philip Richards
Rok vydání: 2000
Předmět:
Zdroj: Tetrahedron Letters. 41:3755-3758
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)00485-8
Popis: Stereoselective cyclisation of malic acid-derived α-sulfanyllactam (1) via radical and carbanionic intermediates affords stereo-defined tetrahydropyrido[2,1-a]isoindolones as model compounds for the D/E cis-ring fusion of the Tacaman indole alkaloid skeleton. A transition-state model to explain the stereoselectivity is presented.
Databáze: OpenAIRE